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PACOCF3, also known as PTK, is an analog of palmitic acid in which the COOH group is replaced by trifluoromethyl ketone. It is a potent inhibitor of iPLA2 and cPLA2, with IC50 values of 3.8 μM and almost identical to that of ATK, respectively. PACOCF3 is also an inductor of BLM, an artificial lipid membrane, and liposome permeabilization.

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  • 141022-99-3 Structure
  • Basic information

    1. Product Name: PACOCF3
    2. Synonyms: 1,1,1-TRIFLUORO-2-HEPTADECANONE;1,1,1-TRIFLUOROHEPTADECANE-2-ONE;PALMITYL TRIFLUOROMETHYL KETONE;PALMITOYL TRIFLUOROMETHYL KETONE;PACOCF3;PTK;Pentadecyl trifluoromethyl ketone;CADTK
    3. CAS NO:141022-99-3
    4. Molecular Formula: C17H31F3O
    5. Molecular Weight: 308.43
    6. EINECS: N/A
    7. Product Categories: Lipid signaling
    8. Mol File: 141022-99-3.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 329°Cat760mmHg
    3. Flash Point: 14℃
    4. Appearance: /
    5. Density: 0.955g/cm3
    6. Vapor Pressure: 0.000183mmHg at 25°C
    7. Refractive Index: 1.417
    8. Storage Temp.: −20°C
    9. Solubility: Soluble in DMSO
    10. CAS DataBase Reference: PACOCF3(CAS DataBase Reference)
    11. NIST Chemistry Reference: PACOCF3(141022-99-3)
    12. EPA Substance Registry System: PACOCF3(141022-99-3)
  • Safety Data

    1. Hazard Codes: Xi,F
    2. Statements: 36/37/38-11
    3. Safety Statements: 26-36-16
    4. RIDADR: UN1170 - class 3 - PG 2 - Ethanol, solution
    5. WGK Germany: 3
    6. RTECS: MI3927000
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 141022-99-3(Hazardous Substances Data)

141022-99-3 Usage

Uses

Used in Pharmaceutical Industry:
PACOCF3 is used as a phospholipase A2 inhibitor for its ability to inhibit iPLA2 and cPLA2 activities, which can have potential applications in the development of drugs targeting various diseases and conditions.
Used in Membrane Research:
PACOCF3 is used as an inductor of BLM (biological lipid membranes) and liposome permeabilization for its ability to interact with and modify the properties of artificial lipid membranes and liposomes, which can be useful in the study of membrane biophysics and the development of drug delivery systems.

Biological Activity

Phospholipase A 2 inhibitor. Can also alter Ca 2+ signaling in renal tubular cells.

references

1. murakami m et al.emerging roles of secreted phospholipase a2 enzymes: the 3rd edition.biochimie. 2014 sep 16. pii: s0300-9084(14)00252-1.2. quach nd et al. secretory phospholipase a2 enzymes as pharmacological targets for treatment of disease. biochem pharmacol. 2014 aug 15;90(4):338-48. 3. chalimoniuk m. secretory phospholipase a2 and its role in oxidative stress and inflammation]. postepy biochem. 2012;58(2):204-8.4. persaud sj.et al. the role of arachidonic acid and its metabolites in insulin secretion from human islets of langerhans. diabetes. 2007 jan;56(1):197-203.5. khakpour h et al. lipoprotein-associated phospholipase a2: an independent predictor of cardiovascular risk and a novel target for immunomodulation therapy. cardiol rev. 2009 sep-oct;17(5):222-9. 6. narendra sharath chandra jn1 et al. chemistry and structural evaluation of different phospholipase a2 inhibitors in arachidonic acid pathway mediated inflammation and snake venom toxicity. curr top med chem. 2007;7(8):787-800.7. packard cj. lipoprotein-associated phospholipase a2 as a biomarker of coronary heart disease and a therapeutic target. curr opin cardiol. 2009 jul;24(4):358-63.8. lucas r et al. synthesis and enzyme inhibitory activities of a series of lipidic diamine and aminoalcohol derivatives on cytosolic and secretory phospholipases a2. bioorg med chem lett. 2000 feb 7;10(3):285-8.

Check Digit Verification of cas no

The CAS Registry Mumber 141022-99-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,1,0,2 and 2 respectively; the second part has 2 digits, 9 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 141022-99:
(8*1)+(7*4)+(6*1)+(5*0)+(4*2)+(3*2)+(2*9)+(1*9)=83
83 % 10 = 3
So 141022-99-3 is a valid CAS Registry Number.
InChI:InChI=1/C17H31F3O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(21)17(18,19)20/h2-15H2,1H3

141022-99-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name Palmityl trifluoromethyl ketone

1.2 Other means of identification

Product number -
Other names PACOCF3 Pentadecyl trifluoromethyl ketone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:141022-99-3 SDS

141022-99-3Relevant articles and documents

An expedient access to trifluoromethyl ketones from carboxylic acids

Boivin, Jean,El Kaim, Laurent,Zard, Samir Z.

, p. 1285 - 1288 (1992)

Trifluoromethyl ketones are prepared in good yield from carboxylic acid chlorides by reaction with pyridine and trifluoroacetic anhydride.

A New and Efficient Synthesis of Trifluoromethyl Ketones from Carboxylic Acids. Part I.

Boivin, Jean,El Kaim, Laurent,Zard, Samir Z.

, p. 2573 - 2584 (2007/10/02)

Trifluoromethyl ketones can be prepared in good yield from primary carboxylic acid chlorides by reaction with pyridine and trifluoroacetic anhydride followed by aqueous work up.

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